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TBN-mediated regio- and stereoselective sulfonylation & oximation (oximosulfonylation) of alkynes with sulfonyl hydrazines in EtOH/H2O

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Abstract

An alkyne difunctionalization cascade reaction was developed to generate α-sulfonylethanone oximes under metal-free conditions. The reaction features environmentally benign EtOH/H2O as a solvent, a broad substrate scope and easily scaled up for gram-scale synthesis. The reaction mechanism was illustrated with UPLC, GC-MS and UPLC-tof/MS.

Graphical abstract: TBN-mediated regio- and stereoselective sulfonylation & oximation (oximosulfonylation) of alkynes with sulfonyl hydrazines in EtOH/H2O

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Publication details

The article was received on 27 Aug 2018, accepted on 29 Nov 2018 and first published on 29 Nov 2018


Article type: Communication
DOI: 10.1039/C8GC02708K
Citation: Green Chem., 2019, Advance Article
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    TBN-mediated regio- and stereoselective sulfonylation & oximation (oximosulfonylation) of alkynes with sulfonyl hydrazines in EtOH/H2O

    B. Wang, Z. Yan, L. Liu, J. Wang, Z. Zha and Z. Wang, Green Chem., 2019, Advance Article , DOI: 10.1039/C8GC02708K

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